4497-40-9

Usage

InChI:InChI=1/C11H12O3/c1-13-10-6-5-9(4-3-7-12)8-11(10)14-2/h3-8H,1-2H3/b4-3+

Upstream product

• 6953-67-9 1-(3,4-dimethoxyphenyl)prop-2-yn-1-ol 
• 40918-90-9 3'-Hydroxymethyleugenol 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 75-07-0 acetaldehyde 
• 93-16-3 Methylisoeugenol 
• 2136-75-6 (triphenylphosphoranylidene)acetaldehyde 
• 4687-37-0 ethyl 3,4-dimethoxybenzoylacetate 
• 93-15-2 1,2-dimethoxy-4-(2-propenyl)benzene 
• 169229-45-2 methyl 3-methoxy-1,2-dioxocyclohexa-3,5-diene-5-carboxylate 
• 10535-17-8 1-(3,4-dimethoxyphenyl)-2-(methoxyphenoxy)propane-1,3-diol 
• 1131-62-0 1-(3,4-dimethoxyphenyl)ethanone 
• 76788-37-9 1-(3,4-dimethoxyphenyl)-1,3-propanediol 

Downstream Products

• 1567-99-3 3-(3,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazole 
• 61871-67-8 3-(3,4-Dimethoxyphenyl)propanal 
• 140687-75-8 2-(3,4-dimethoxyphenyl)oxirane 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 1131-62-0 1-(3,4-dimethoxyphenyl)ethanone 
• 53751-40-9 veratryl acetate 
• 65401-84-5 3-(3,4-dimethoxyphenyl)prop-2-enyl acetate 
• 856367-49-2 1-(3,4-dimethoxyphenyl)-1,2-ethanediol-1,2-diacetate 
• 91555-76-9 4-(1-acetoxy)-ethyl-1,2-dimethoxybenzene 
• 855655-55-9 (3-(3,4-Dimethoxy-phenyl)-allyliden)-malonsaeure 
• 1261267-32-6 (2S,4R,5S)-4-(3,4-dimethoxyphenyl)-5-nitro-5-(4-nitrobenzyl)tetrahydro-2H-pyran-2-ol 
• 30461-77-9 methyl 3,4-dimethoxycinnamate 
• 1316653-65-2 1-(4-chlorophenyl)-5-(3,4-dimethoxyphenyl)penta-2,4-dien-1-one 
• 95061-64-6 buthyl 3-(3,4-dioxymethylenephenyl)propenoate 

Relevant academic research and scientific papers

Preparation method of alpha-deuterated olefine aldehyde

The invention relates to a preparation method of alpha-deuterated olefine aldehyde, which comprises the following steps: by taking alpha, beta-olefine aldehyde as a raw material, carrying out a reversible Michael addition mechanism under the action of deuterium water, a nucleophilic reagent and an organic catalyst to obtain an alpha-deuterated olefine aldehyde compound. The method has high selectivity, and does not generate deuterated by-products at other positions. The alpha-deuterated olefine aldehyde compound prepared by the invention has great application value, can be further widely converted to prepare mono (poly) deuterated olefin and derivatives, olefine acid, conjugated olefine aldehyde, eneyne and other compounds, and has important significance in drug synthesis.

Incorporation of catechyl monomers into lignins: Lignification from the non-phenolic end: Via Diels-Alder cycloaddition?

Canonical lignification occurs via the coupling of phenolic radicals, in which chain extension can occur only from phenolic ends of growing polymer chains. Radical coupling of catechyl monomers, including caffeyl and 5-hydroxyconiferyl alcohols, gives ris

METHOD OF FORMING MONOMERS AND FURFURAL FROM LIGNOCELLULOSE

The present disclosure relates to a method of producing monophenolicmonomers and furfural from lignocellulosic biomass beating the biomass in a solvent together with a zeolite based catalyst.

Bicatalytic Multistep Reactions En Route to the One-Pot Total Synthesis of Complex Molecules: Easy Access to Chromene and 1,2-Dihydroquinoline Derivatives from Simple Substrates

By combining nanocatalysis with base catalysis, a novel one-pot multistep process was found for the synthesis of substituted heterocycles of biological relevance from simple substrates. The process is based on the initial Au/O2 oxidation of allylic alcohols, which is followed by base-catalyzed tandem hetero-Michael/aldolization/crotonization with ortho-hydroxy- or ortho-aminobenzaldehydes. The flexibility of the reaction even allowed the benzaldehyde partner to be prepared in situ in an example of a one-pot/five-step process.

Selective Oxidation of Activated Alcohols by Supported Gold Nanoparticles under an Atmospheric Pressure of O2: Batch and Continuous-Flow Studies

In the hunt for a simple, mild, and scalable protocol for gold nanoparticle-catalyzed oxidation of benzylic and allylic alcohols under O2, we have used commercially available gold nanoparticles supported on alumina to selectively oxidize a large range of activated alcohols to the corresponding carbonyl compounds in good yields (68–99 %) and with excellent selectivity (ca. 100 %). The true heterogeneous nature of the catalysis by gold was demonstrated, allowing us to further adapt this protocol to continuous-flow reactors by using the tube-in-tube technology, in which higher yields were obtained thanks to an improved oxygenation of the reaction medium.

Chemical Interaction of Protein Cysteine Residues with Reactive Metabolites of Methyleugenol

Methyleugenol (ME), an alkenylbenzene compound, is a natural ingredient of several herbs and is used as flavoring agent in foodstuffs and fragrance in cosmetics. The hepatotoxicity, cytotoxicity, and carcinogenesis of ME have been well documented, and met

Identification of glutathione and related cysteine conjugates derived from reactive metabolites of methyleugenol in rats

Methyleugenol (ME), an alkenylbenzene compound, is a constituent of many foods and is used as flavoring agent in foodstuffs and as fragrance in cosmetics. It has been reported that exposure to ME can cause carcinogenicity, cytotoxicity, and genotoxicity.

Investigate cleavage of β-O-4 linkage in lignin model compounds by aerobic oxidation of Cα and Cγ hydroxyl groups

The selective cleavage of common linkages in lignin polymers is a promising approach to generate valuable aromatic hydrocarbons. Herein, we found that on oxidation of Cα and Cγ hydroxyl groups in β-O-4 lignin model compounds with TEMPO catalyst resulted in the formation of 1,3-dicarbonyl TEMPO adduct. These oxidized products readily underwent fragmentation at Cα-Cβ bond in the presence of a catalytic amount of acid to generate corresponding carboxylic acid and phenol monomers.

Oxygenative and Dehydrogenative [3 + 3] Benzannulation Reactions of α,β-Unsaturated Aldehydes and γ-Phosphonyl Crotonates Mediated by Air: Regioselective Synthesis of 4-Hydroxybiaryl-2-carboxylates

Regioselective synthesis of 4-hydroxybiphenyl-2-carboxylates via the base-mediated oxygenative [3 + 3] benzannulation reaction of α,β-unsaturated aldehydes and γ-phosphonyl crotonates is reported. A hydroxyl group is installed in the final product on the originally phosphorus-bound carbon via a novel oxygenative and dehydrogenative transformation. The reaction proceeds rapidly in an open flask, uses atmospheric oxygen as an oxidant, and affords good yields of substituted biaryl phenols. (Chemical Equation Presented).

Tandem allylic oxidation-condensation/esterification catalyzed by silica gel: An expeditious approach towards antimalarial diaryldienones and enones from natural methoxylated phenylpropenes

A new one-pot strategy has been developed, wherein abundantly available methoxylated phenylpropenes are directly transformed into corresponding dienones (1,5-diarylpenta-2,4-dien-1-ones) and enones (chalcones and cinnamic esters) via allylic oxidation-condensation or allylic oxidation-esterification sequences. Preliminary antimalarial activity studies of the above synthesized diaryldienones and enones against Plasmodium falciparum (Pf3D7) have shown them to be promising lead candidates for developing newer and economical antimalarial agents. In particular, two enones (12b and 13b) were found to possess comparatively better activity (IC50 = 4.0 and 3.4 μM, respectively) than licochalcone (IC50 = 4.1 μM), a well known natural antimalarial compound. The Royal Society of Chemistry 2011.